Chianti Tour With Wine Tasting

Chianti Tour With Wine Tasting

Siena & San Gimignano

Officially Licensed Guides

Over 10 years experience guiding travelers

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Unique Wine Experiences

Access to the finest wineries & local producers

Our private tour of Chianti is the perfect introduction to the region as you join your tour guide and personal driver for the day as they take you through the hills, vineyards, and amazing panoramas found in the region as you visit two incredible wineries to sample some world-famous Chianti wines.

Alongside this, you will enjoy a delicious Tuscan style lunch before you visit the historic center of Siena and the gorgeous medieval town of San Gimignano.

Our Chianti wine tour has been designed to provide you with a full and well-rounded experience, so you will return not only having sampled some of the finest wine in the country but also got to know the region and the people in a way that wouldn’t be possible without a designated driver and private guide to deliver you to the best spots within your time restrictions.

If you are particularly passionate about a certain winery or village in Chianti, please let us know and we can build that into a custom tour itinerary for you.

What Is included In Our Chianti Tour & Wine Tasting Experience?

  • Private driver to pick you up at desired location
  • Services of a qualified private guide with impeccable English
  • Tickets for the two private wine tasting experiences
  • Classic Tuscan style lunch in an exclusive winery
  • Private tour of Siena city
  • Private tour of San Gimignano
  • Transfer back to your accommodation to the evening, or preferred drop off location

Chianti Tour With Wine Tasting Tour Description

Typically our tour begins from a pickup point in Florence, however, this is negotiable depending on where you are staying. Your private driver and guide will collect you and the tour will begin once you step inside the luxury Mercedes Benz vehicle and we make our way to the world-famous Chianti region.

When people say Chianti, naturally the first thought that comes to mind is the fabulous wines from the region, but as we make our way to the first destination you will be able to enjoy the breathtaking scenic views and stunning vistas that are also so synonymous with Chianti and Tuscany.

Chianti Winery Visit

We have prepared two very special exclusive visits to Chianti wineries for your visit. If you love wine, or even if you are just curious as to why Chinati is so highly regarded for its high quality and excellence this is the perfect occasion to taste some of the finest local produce, fantastic vintages, and prestigious labels.

Enjoy A Private Tuscan Lunch In A Winery

Our second wine tasting location will take place in an exclusive winery that only hosts one set of guests at a time. Here you will enjoy a typical hearty Tuscan style lunch which will help to bring out the distinct flavors of the wine you will sample.

Explore Siena With Your Private Guide

Walking down the cobbled streets and beautiful architecture with your private guide to Sienna.

Your driver and guide will now take you for a tour of the nearby city of Siena that hosts the world-famous Palio race, held twice a year drawing tourists from all around the world to watch the various contrade (districts) compete in the fast-paced horse race.

Siena’s Piazza del Campo is the main square and regarded as one of Europe’s most beautiful, renowned for its unique shell-shape. Other sites worth seeing include:

  • Piazza Del Duomo

  • The Cathedral of Santa Maria Assunta

  • The Baptistry


Your guide will describe the rich history and traditions of these sights along with the fascinating tales of the characters who once lived here as you relax and enjoy the views from our luxury vehicle, or if you would prefer to experience a more in-depth visit inside one of these great monuments then we can build that into the schedule for you.

Private Tour Of San Gimignano

In addition to Siena, you’ll also pay a visit to the “medieval Manhattan”, San Gimignano, an easily walkable hilltop town given this strange nickname due to its tall stone towers that seem to be the medieval precursor to skyscrapers.

Before we return to the Mercedes to begin our journey back to Florence or your preferred drop-off location we will ensure to refresh ourselves with a gelato in the famed Piazza della Cisterna where a number of the local gelaterias boast awards won over the years making the owners literal gelato royalty!

Why Book Your Private Chianti Tour With Luxe?

Quite simply this private tour with your own personal guide and driver is the best way to both indulge your interest in the fine wines the region is so famous for, whilst also gaining an understanding and connection with the region of Chianti.

Unlike other large group tours where you will arrive at wineries and have to wait outside amongst the parked buses while the last set of tourists complete their cookie-cutter scheduled tour, our experiences are unique and you will enjoy a private introduction, tour of the location and wine tasting ceremony completely focused on you and your party.

Contact Us About The Chianti & Wine Tasting Experience Tour

You can reserve a tour by selecting your preferred date on the calendar below, or if you would like to learn more about a certain aspect of the tour or alter the planned itinerary above we would love to discuss it with you.

Simply complete our online inquiry form and we will get back to you.

Say ‘Ciao’ To Your Private Guide For This Tour

Viola Guide

Viola will be your licensed guide.

“I was born and raised in Florence, have an Art History degree and a Visual Arts Degree. I love Art, good wine, food and walking a lot! My favorite tours are with families: kids always have the best questions!” 

Any questions about this tour? Contact Viola below.


Starting Price Per Group
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Book Chianti Wine Tasting Tour

Click here to reserve your dates now

Contact Our Experts About Our Private Chianti Wine Tasting Tour

Our tours are kept to small private groups to provide the best possible experience for our clients. As such we are able to customize our itineraries to suit your interests, needs and requirements.

To discuss this tour or any changes you would like to make simply complete the form below.

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Request Your Custom Private Tour Quote

Our friendly experts can help you craft the perfect private tour itinerary for your group, simply fill in the form below with as much information as possible, and your personal travel consultant will be in touch shortly to help:

travelers choice icon.

Request Your Custom Private Tour Quote

Our friendly experts can help you craft the perfect private tour itinerary for your group, simply fill in the form below with as much information as possible, and your personal travel consultant will be in touch shortly to help:

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